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Merck

T2751

D-(−)-Tagatose

≥98% (HPLC)

Synonym(s):

D-lyxo-2-Hexulose

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
201-772-3
Beilstein/REAXYS Number:
1724555
MDL number:
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biological source

synthetic

Quality Level

assay

≥98% (HPLC)

form

powder or crystals

optical activity

[α]25/D -6.5 to -5.0 °, c = 1% (w/v) in water

sweetness

0.9 × sucrose

technique(s)

HPLC: suitable

color

white

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless

storage temp.

room temp

SMILES string

OC[C@@H](O)[C@H](O)[C@H](O)C(=O)CO

InChI

1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6-/m1/s1

InChI key

BJHIKXHVCXFQLS-PQLUHFTBSA-N

Application

D-(-)-Tagatose has been used as a carbohydrates for fermentation. It has also been used as one of the standards to confirm the identity of majority of the metabolites selected by least absolute shrinkage and selection operator (LASSO).

Biochem/physiol Actions

Potential sugar substitute rarely found in nature. Produced using a biotransformation method with L-arabinose isomerase as the biocatalyst and D-galactose as the substrate.
D-Tagatose, a ketohexose acts as a low-calorie functional sweetener. Tagatose can be used as a preservative in cosmetic, detergent and pharmaceutical formulations.Tagatose is also used in diet soft drinks, chewing gum, frozen yogurt and non-fat ice cream.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Carbohydrate Basics: Sugars, Starches and Fibers in Foods and Health: Healthy Carbohydrate Choices, Roles and Applications in Nutrition, Food Science and the Culinary Arts
Marcus JB
Culture, Health & Sexuality, 149-187 (2013)
Biochemical Characterization of Heat-Tolerant Recombinant l-Arabinose Isomerase from Enterococcus faecium DBFIQ E36 Strain with Feasible Applications in d-Tagatose Production
Manzo RM, et al.
Molecular Biotechnology, 61(6), 385-399 (2019)
Recommended test panel for differentiation of Klebsiella species on the basis of a trilateral interlaboratory evaluation of 18 biochemical tests
Hansen DS, et al.
Journal of Clinical Microbiology, 42(8), 3665-3669 (2004)